ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The chemical resolution of γ,γ′-di-t-butyl DL-N-benzyloxycarbonyl-γ-carboxy-glutamate is described in detail (preliminary account see [1]). The D (-)-derivative was obtained as a crystalline quinine salt, and the L (+)-derivative as a crystalline salt with (-)-ephedrine in yields of 44 and 70%, respectively. Physical data are indicated for the enantiomers of γ,γ′-di-t-butyl N-benzyloxycarbonyl-γ-carboxyglutamate, γ,γ′-di-t-butyl γ-carboxyglutamate, and γ-carboxyglutamic acid. The absolute configurations and optical purities of the γ,γ′-di-t-butyl (+)- and (-)-N-benzyloxycarbonyl-γ-carboxyglutamates were determined by removal of the protecting groups and decarboxylation to optically active glutamic acid.
Additional Material:
3 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19770600310
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